Abstract

A new combination of methanesulfonyl fluoride and cesium fluoride as modified with 18-crown-6 was demonstrated to be the best for selective fluorination of various benzyl alcohols via nucleophilic substitution. As extended applications of this procedure, ethyl 1-fluoromethylpyrazole-4-carboxylate ( 6 ) and N-fluoromethylphthalimide ( 12 ) have been synthesized in high yields from the corresponding alcohol ( 4 ) and chloride ( 11 ) respectively.

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